Sicily in Depth - Classic Group - Insight Tour
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Insight Guided Tour

Sicily in Depth - Classic Group

9 Days 19 Departures
From $2,950 per person

Tour Overview

See every slice of Sicily during this 9-day Sicily guided tour. Take off to Paradise Quarry in Syracuse with a Local Expert, who will show you its Ear of Dionysius, an ear-shaped limestone grotto: call out to your fellow travelers here, and your voice may echo as many as 16 times. Visit the Palatine Chapel to marvel at the glittering gold mosaics for a stunning sight. Travel to the salt pans and windmills on the western coast and taste Marsala wine in its home town. In Taormina, perched above the Ionian Sea, join a Local Expert at the city’s cliffside Greek theater, from which you can see Mount Etna, the island’s active Strato volcano.

Tour Summary

Duration9 Days / 8 Nights
OperatorInsight
Departures19 in 2026–2028
Starting From$2,950 pp

Tour Route

Map of your 9-day journey

Sicily in Depth - Classic Group route map

Day-by-Day Itinerary

9 days through your journey

Day 1

Welcome to Palermo

Relax and settle in before meeting your Travel Director and fellow travelers for dinner at a local restaurant.
Day 2

Palermo & the Golden Age of the Normans

Discover Palermo on a walking tour featuring a visit to the stunning 12th-century Palatine Chapel with a Local Expert. This afternoon, enjoy leisure time exploring Palermo Cathedral, a fascinating site with its unique blend of architectural styles reflecting centuries of history. For your dining pleasure, you can try the foods the locals like to eat and experience how they like to eat it on your Dine-Around Evening.
Day 3

Trapani and Marsala

Nestled along its crescent-shaped coastline, Trapani is embraced by the Mediterranean Sea. Discover the age-old tradition of salt production when you visit the colorful salt pans and an ancient stone windmill during a MAKE TRAVEL MATTER® Experience to see where sea water is transformed into salt crystals. Then, savor the flavors of Marsala with a tasting at a local winery, where you can enjoy the town's renowned wine in beautiful surroundings.
Day 4

Explore the Valley of the Temples

Travel along the southern coast of Sicily en route to Agrigento. In Agrigento, explore the Valley of the Temples with a Local Expert. Recognized by UNESCO, these temples are exceptional examples of ancient Greek architecture. Marvel at the imposing Temple of Concordia and the cliff-top Temple of Juno, both overlooking the sea. Reflect on this unforgettable day with your fellow travelers over dinner at the hotel, sharing insights and experiences.
Day 5

Discover Villa Romana del Casale and Ragusa

Travel inland to the Villa Romana del Casale, a luxurious Roman villa renowned for its rich and intricate mosaics. This UNESCO World Heritage Site, inscribed in 1997, showcases the opulence of ancient Rome. Continue to Ragusa and explore the labyrinthine alleyways of Ragusa Ibla with your Local Expert. The town, with origins dating back to the Bronze Age, was once inhabited by the Sicels tribe, who gave their name to Sicily. Admire the remarkable Sicilian Baroque architecture that has earned Ragusa UNESCO recognition. In the evening, savor the rich flavors of locally sourced ingredients with a delicious Farm-to-Table dinner at a charming local restaurant.
Day 6

Modica

Enjoy a Relaxed Start this morning or join an Optional Experience to the Val di Noto and the town of Noto. Later, explore the town of Modica, rebuilt after the 17th-century earthquake, and discover its artisanal techniques used to create the town's celebrated handmade chocolate.
Day 7

Ancient Syracuse

Day 8

Taormina and the Dawn Coast of Europe

After breakfast, consider an Optional Experience through the vineyards to Mount Etna, Europe’s largest active volcano. Journey to the charming old town of Taormina, perched on Mount Tauro with views of the Ionian Sea and Mount Etna. With your Local Expert, visit the ancient Greek theater, set on a cliff and open to the sky. Sit and absorb the breath-taking view through the crumbling arches to Mount Etna. Stroll along the elegant Corso Umberto and enjoy panoramic views from Piazza IX Aprile. Celebrate your time in Sicily with a delightful dinner at a local restaurant, savoring Sicilian cuisine with exquisite Italian wines.
Day 9

Depart Catania

Your Sicily tour has now come to an end. Appreciate views of Mount Etna on your way to the airport.

Departure Dates & Pricing

19 departures available

Departure DateEnd DateStatusPrice Per Person
Nov 13, 2026 Nov 21, 2026 Available $2,950per person Get Quote
Dec 11, 2026 Dec 19, 2026 Available $2,950per person Get Quote
Dec 23, 2026 Dec 31, 2026 Available $3,025per person Get Quote
Jan 8, 2027 Jan 16, 2027 Available $2,950per person Get Quote
Jan 22, 2027 Jan 30, 2027 Available $2,950per person Get Quote
Feb 5, 2027 Feb 13, 2027 Available $2,950per person Get Quote
Feb 19, 2027 Feb 27, 2027 Available $2,950per person Get Quote
Mar 5, 2027 Mar 13, 2027 Available $2,950per person Get Quote
Mar 19, 2027 Mar 27, 2027 Available $2,950per person Get Quote
Nov 12, 2027 Nov 20, 2027 Available $3,095per person Get Quote
Nov 26, 2027 Dec 4, 2027 Available $3,095per person Get Quote
Dec 10, 2027 Dec 18, 2027 Available $3,095per person Get Quote
Dec 22, 2027 Dec 30, 2027 Available $3,150per person Get Quote
Jan 7, 2028 Jan 15, 2028 Available $3,095per person Get Quote
Jan 21, 2028 Jan 29, 2028 Available $3,095per person Get Quote
Feb 4, 2028 Feb 12, 2028 Available $3,095per person Get Quote
Feb 18, 2028 Feb 26, 2028 Available $3,095per person Get Quote
Mar 3, 2028 Mar 11, 2028 Available $3,095per person Get Quote
Mar 17, 2028 Mar 25, 2028 Available $3,095per person Get Quote

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